胞苷、乙烯胞苷及其质子化盐的比较结构分析III. 天然同位素丰度下的1H、13C和15N NMR研究
Comparative structural analysis of cytidine, ethenocytidine and their protonated salts III. 1H, 13C and 15N NMR studies at natural isotope abundance.
作者信息
Kozerski L, Sierzputowska-Gracz H, Krzyzosiak W, Bratek-Wiewiórowska M, Jaskólski M, Wiewiórowski M
出版信息
Nucleic Acids Res. 1984 Feb 24;12(4):2205-23. doi: 10.1093/nar/12.4.2205.
Abstract
The 1H, 13C, 15N NMR spectra of cytidine /Cyd/, ethenocytidine /epsilon Cyd/ and their hydrochlorides /Cyd X HC1/ and /epsilon Cyd X HC1/ have been analysed to compare structural differences observed in solution with those existing in the crystalline state. The effects of ethenobridging and protonation of the hertero-aromatic base on the intramolecular stereochemistry, intermolecular interactions and electronic structure of the whole molecule are discussed on the basis of the NMR studies in DMSO solutions. Particular interest is devoted to the discussion of the conformation of the ribose ring, the presence of the intramolecular C-5'-0...H-6-C hydrogen bond, unambiguous assignment of the site of protonation, the mechanism of the 5C-H deuterium exchange in Cyd X HC1, and the intermolecular interactions in solution.
摘要
对胞苷/Cyd/、乙烯基胞苷/εCyd/及其盐酸盐/Cyd·HCl/和/εCyd·HCl/的¹H、¹³C、¹⁵N核磁共振谱进行了分析，以比较在溶液中观察到的结构差异与晶体状态下存在的结构差异。基于在二甲亚砜溶液中的核磁共振研究，讨论了杂芳族碱基的乙烯基桥连和质子化对整个分子的分子内立体化学、分子间相互作用和电子结构的影响。特别关注核糖环的构象、分子内C-5'-O...H-6-C氢键的存在、质子化位点的明确归属、Cyd·HCl中5C-H氘交换的机制以及溶液中的分子间相互作用。
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本文引用的文献
1
Comparative structural analysis of cytidine, ethenocytidine, and their protonated salts. I. Crystal and molecular structure of ethenocytidine.胞苷、乙烯基胞苷及其质子化盐的结构比较分析。I. 乙烯基胞苷的晶体结构和分子结构。
Nucleic Acids Res. 1981 Oct 24;9(20):5423-42. doi: 10.1093/nar/9.20.5423.
2
Comparative structural analysis of cytidine, ethenocytidine and their protonated salts. II. IR spectral studies.胞苷、乙烯基胞苷及其质子化盐的结构比较分析。II. 红外光谱研究。
Nucleic Acids Res. 1982 Apr 24;10(8):2741-53. doi: 10.1093/nar/10.8.2741.
3
Reactions of cytosine derivatives with acidic buffer solutions. II. Studies on transamination, deamination, and deuterium exchange.胞嘧啶衍生物与酸性缓冲溶液的反应。II. 转氨作用、脱氨作用及氘交换的研究。
Biochemistry. 1967 Nov;6(11):3576-82. doi: 10.1021/bi00863a032.
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